3-Chlorophenylboronic acid
3-Chlorophenylboronic acid (CAS 63503-60-6), with the chemical formula ClC6H4B(OH)2 and a molecular weight of 156.37 g/mol, is an aryl boronic acid derivative. It serves as a key reactant in various organic synthesis applications, particularly in cross-coupling reactions. Its utility extends to the preparation of complex organic molecules, including inhibitors and biarylketones, making it a valuable reagent for chemical research and development.
- IUPAC
- (m-Chlorophenyl)boronic acid,3-Chlorobenzeneboronic acid,m-Chlorobenzeneboronic acid
- Synonyms
- (m-Chlorophenyl)boronic acid3-Chlorobenzeneboronic acidm-Chlorobenzeneboronic acid
Suzuki-Miyaura Coupling Reactions
3-Chlorophenylboronic acid is utilised as a coupling partner in Suzuki-Miyaura reactions, for example, with dibromotrifluoromethylbenzene. This reaction is fundamental for forming carbon-carbon bonds, essential in the synthesis of complex organic structures.
Conjugate Addition Reactions
This compound participates in 1,4-conjugate addition reactions with ethenesulfonamides. This pathway leads to the formation of arylethanesulfonamides, a class of compounds with potential pharmaceutical applications.
Synthesis of Biarylketones and Phthalides
It is employed in synthetic routes for generating biarylketones and phthalides. These molecular scaffolds are important in medicinal chemistry and materials science.
Preparation of Inhibitors
3-Chlorophenylboronic acid is a precursor in the synthesis of various inhibitors, including phosphodiesterase 4 (PDE4) inhibitors. Such syntheses are critical in drug discovery programmes.
Cross-Coupling with Diazoesters and Cyanates
The boronic acid is used in cross-coupling reactions with diazoesters or potassium cyanate, enabling diverse functionalisation strategies for organic molecules.
| Molecular weight | 156.37 |
|---|---|
| Linear formula | ClC6H4B(OH)2 |
| Application | Reactant involved in: • 1,4-conjugate addition reactions with ethenesulfonamides to form arylethanesulfonamides1• Suzuki-Miyaura reactions with dibromotrifluoromethylbenzene2• Cross-coupling reactions with diazoesters3 or potassium cyanate4• Synthesis of biarylketones and phthalides5• Synthesis of inhibitors including PDE4 inhibitors6 among others |
| Melting point | 185-189 °C(lit.) |
Hazard statements
- H302Harmful if swallowed
- H312Harmful in contact with skin
- H332Harmful if inhaled
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 20/21/22 |
| Safety statements (S) | 36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 3-Chlorophenylboronic acid used for?
+
3-Chlorophenylboronic acid is used as a reactant in organic synthesis, particularly in Suzuki-Miyaura coupling reactions, 1,4-conjugate addition reactions, and the synthesis of biarylketones, phthalides, and various inhibitors.
What is the CAS number and chemical formula for 3-Chlorophenylboronic acid?
+
The CAS number is 63503-60-6 and the chemical formula is ClC6H4B(OH)2.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies 3-Chlorophenylboronic acid in a technical/research grade. We do not represent this product as USP, BP, or EP grade.
How should 3-Chlorophenylboronic acid be handled?
+
Handle with appropriate personal protective equipment including a dust mask (type N95 US), eyeshields, and gloves. It is classified as harmful if swallowed, in contact with skin, or if inhaled (H302-H312-H332).
How is 3-Chlorophenylboronic acid packed, shipped, and exported?
+
3-Chlorophenylboronic acid is carefully packed for safe transit. As a global supplier and exporter, Tech Serve Solutions adheres to all relevant shipping regulations for international chemical distribution.
How can I request a sample or quote for 3-Chlorophenylboronic acid?
+
To request a sample or a quote, please contact the Tech Serve Solutions sales team through our website or by phone, providing your specific requirements.
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis